miltefosine

CHEBI:75283 ·resolve ·ANTIFUNGAL ·EXACT SEEDED

A phospholipid that is the hexadecyl monoester of phosphocholine. — ChEBI

Machine-generated and unreviewed. Identity, structure and cross-references come straight from ChEBI's and CARD's own data; no curator has signed off on this record yet.

Classification

Strictly broader compounds or drug classes this molecule belongs to.

CHEBI:16247 CHEBI:16247
CHEBI:36700 CHEBI:36700

Chemical structure

Computed structure properties
Molecular formula	C21H46NO4P
Charge	0
Average mass	407.576 Da
Monoisotopic mass	407.31645 Da
Source	ChEBI
InChIKey	PQLXHQMOHUQAKB-UHFFFAOYSA-N

SMILES

CCCCCCCCCCCCCCCCOP(=O)([O-])OCC[N+](C)(C)C

InChI

InChI=1S/C21H46NO4P/c1-5-6-7-8-9-10-11-12-13-14-15-16-17-18-20-25-27(23,24)26-21-19-22(2,3)4/h5-21H2,1-4H3

Also called

miltefosina (INN)— chebi
miltefosinum (INN)— chebi
miltéfosine (INN)— chebi
Hexadecylphosphocholine (EXACT_SYNONYM)— chebi
Hexadecylphosphorylcholine (EXACT_SYNONYM)— chebi
monohexadecylphosphocholine (EXACT_SYNONYM)— chebi
monohexadecylphosphorylcholine (EXACT_SYNONYM)— chebi

Cross-references

Equivalent identifiers for this same structure in other resources.

cas:58066-85-6
drugcentral:1810
kegg.drug:D02494
reaxys:3690495
wikipedia.en:Miltefosine

Activity roles

Every antimicrobial role a source asserts for this compound — the unreduced evidence behind its antimicrobial_class.

CHEBI:149553 CHEBI:149553
CHEBI:35718 CHEBI:35718
CHEBI:35820 CHEBI:35820

Source concepts

Every upstream concept that resolved to this record. The merge is the product: this is what shows ChEBI and CARD are describing the same structure.

Upstream concepts merged into this record
Source	Native ID	Label	Minted CURIE	Version
CHEBI	`CHEBI:75283`	miltefosine	`antibioticmech:chebi-efbbe1a567`	2026-08-30

Mechanism summary

Clinical status: APPROVED

Curation history

SEEDED_FROM_SOURCES 2026-08-30 · seed_from_sources
Seeded from data/raw/ inventories (CHEBI)
RESEEDED_FROM_SOURCES 2026-08-30 · seed_from_sources
Re-seeded from updated data/raw/ inventories
RESEEDED_FROM_SOURCES 2026-08-30 · seed_from_sources
Re-seeded from updated data/raw/ inventories
RESEEDED_FROM_SOURCES 2026-08-31 · seed_from_sources
Re-seeded from updated data/raw/ inventories
RESEEDED_FROM_SOURCES 2026-08-31 · seed_from_sources
Re-seeded from updated data/raw/ inventories

Provenance

Seeded by scripts/seed_from_sources.py from the committed inventories in data/raw/. View the record.